EP0675936A1 - Environmentally safe drilling fluid - Google Patents
Environmentally safe drilling fluidInfo
- Publication number
- EP0675936A1 EP0675936A1 EP94903247A EP94903247A EP0675936A1 EP 0675936 A1 EP0675936 A1 EP 0675936A1 EP 94903247 A EP94903247 A EP 94903247A EP 94903247 A EP94903247 A EP 94903247A EP 0675936 A1 EP0675936 A1 EP 0675936A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- drilling fluid
- fluid
- methyl glucoside
- alkyl glycoside
- decrease
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000012530 fluid Substances 0.000 title claims abstract description 175
- 238000005553 drilling Methods 0.000 title claims abstract description 139
- -1 alkyl glucoside Chemical class 0.000 claims abstract description 57
- HOVAGTYPODGVJG-UHFFFAOYSA-N methyl beta-galactoside Natural products COC1OC(CO)C(O)C(O)C1O HOVAGTYPODGVJG-UHFFFAOYSA-N 0.000 claims abstract description 56
- HOVAGTYPODGVJG-UVSYOFPXSA-N (3s,5r)-2-(hydroxymethyl)-6-methoxyoxane-3,4,5-triol Chemical compound COC1OC(CO)[C@@H](O)C(O)[C@H]1O HOVAGTYPODGVJG-UVSYOFPXSA-N 0.000 claims abstract description 54
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 41
- 230000007423 decrease Effects 0.000 claims abstract description 35
- 230000008961 swelling Effects 0.000 claims abstract description 16
- 230000003247 decreasing effect Effects 0.000 claims abstract description 14
- 235000015076 Shorea robusta Nutrition 0.000 claims abstract description 13
- 244000166071 Shorea robusta Species 0.000 claims abstract description 13
- 229930182470 glycoside Natural products 0.000 claims description 66
- 230000000694 effects Effects 0.000 claims description 37
- 238000000034 method Methods 0.000 claims description 21
- 239000007791 liquid phase Substances 0.000 claims description 9
- 230000006872 improvement Effects 0.000 claims description 3
- 239000002585 base Substances 0.000 abstract description 29
- 229930182478 glucoside Natural products 0.000 abstract description 13
- 239000000243 solution Substances 0.000 abstract description 8
- 239000008346 aqueous phase Substances 0.000 abstract description 7
- 150000008044 alkali metal hydroxides Chemical class 0.000 abstract description 6
- 239000007864 aqueous solution Substances 0.000 abstract description 5
- 230000002522 swelling effect Effects 0.000 abstract 1
- 150000002338 glycosides Chemical class 0.000 description 23
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 21
- 239000000463 material Substances 0.000 description 13
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 11
- 239000000654 additive Substances 0.000 description 9
- 235000002639 sodium chloride Nutrition 0.000 description 9
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 8
- 239000008186 active pharmaceutical agent Substances 0.000 description 8
- 125000000217 alkyl group Chemical group 0.000 description 8
- 239000000440 bentonite Substances 0.000 description 8
- 229910000278 bentonite Inorganic materials 0.000 description 8
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 8
- 230000015572 biosynthetic process Effects 0.000 description 8
- 238000005755 formation reaction Methods 0.000 description 8
- 238000007792 addition Methods 0.000 description 7
- 239000008103 glucose Substances 0.000 description 7
- 239000000203 mixture Substances 0.000 description 7
- 150000003839 salts Chemical class 0.000 description 7
- 235000000346 sugar Nutrition 0.000 description 7
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 6
- 238000005520 cutting process Methods 0.000 description 6
- 239000003921 oil Substances 0.000 description 6
- 239000012267 brine Substances 0.000 description 5
- 239000013505 freshwater Substances 0.000 description 5
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- FYGDTMLNYKFZSV-MRCIVHHJSA-N dextrin Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)OC1O[C@@H]1[C@@H](CO)OC(O[C@@H]2[C@H](O[C@H](O)[C@H](O)[C@H]2O)CO)[C@H](O)[C@H]1O FYGDTMLNYKFZSV-MRCIVHHJSA-N 0.000 description 4
- 150000008131 glucosides Chemical class 0.000 description 4
- 239000012528 membrane Substances 0.000 description 4
- 239000011148 porous material Substances 0.000 description 4
- 230000009467 reduction Effects 0.000 description 4
- 238000004088 simulation Methods 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 230000000996 additive effect Effects 0.000 description 3
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 3
- 239000010428 baryte Substances 0.000 description 3
- 229910052601 baryte Inorganic materials 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- HOVAGTYPODGVJG-XUUWZHRGSA-N methyl beta-D-glucopyranoside Chemical group CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O HOVAGTYPODGVJG-XUUWZHRGSA-N 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 229920002472 Starch Polymers 0.000 description 2
- 150000001720 carbohydrates Chemical class 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 description 2
- 239000004927 clay Substances 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 229930182830 galactose Natural products 0.000 description 2
- 125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 description 2
- 230000036571 hydration Effects 0.000 description 2
- 238000006703 hydration reaction Methods 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- BJRNKVDFDLYUGJ-RMPHRYRLSA-N hydroquinone O-beta-D-glucopyranoside Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC1=CC=C(O)C=C1 BJRNKVDFDLYUGJ-RMPHRYRLSA-N 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- XVARCVCWNFACQC-RKQHYHRCSA-N indican Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC1=CNC2=CC=CC=C12 XVARCVCWNFACQC-RKQHYHRCSA-N 0.000 description 2
- HOVAGTYPODGVJG-ZFYZTMLRSA-N methyl alpha-D-glucopyranoside Chemical compound CO[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O HOVAGTYPODGVJG-ZFYZTMLRSA-N 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 description 2
- 229920001592 potato starch Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000013535 sea water Substances 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 235000019698 starch Nutrition 0.000 description 2
- 239000008107 starch Substances 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 238000012546 transfer Methods 0.000 description 2
- 239000000230 xanthan gum Substances 0.000 description 2
- 229920001285 xanthan gum Polymers 0.000 description 2
- 229940082509 xanthan gum Drugs 0.000 description 2
- 235000010493 xanthan gum Nutrition 0.000 description 2
- XUCIJNAGGSZNQT-JHSLDZJXSA-N (R)-amygdalin Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@H](O[C@@H](C#N)C=2C=CC=CC=2)O1 XUCIJNAGGSZNQT-JHSLDZJXSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- RKWHWFONKJEUEF-GQUPQBGVSA-O Cyanidin 3-O-glucoside Natural products O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC1=CC2=C(O)C=C(O)C=C2[O+]=C1C1=CC=C(O)C(O)=C1 RKWHWFONKJEUEF-GQUPQBGVSA-O 0.000 description 1
- LIOOJQZRNLJKMU-UHFFFAOYSA-N Demethyl coniferin Natural products OCC=Cc1ccc(OC2OC(CO)C(O)C(O)C2O)c(O)c1 LIOOJQZRNLJKMU-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- WYUFTYLVLQZQNH-JAJWTYFOSA-N Ethyl beta-D-glucopyranoside Chemical compound CCO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O WYUFTYLVLQZQNH-JAJWTYFOSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- ZSQBOIUCEISYSW-GKHCUFPYSA-N Methyl alpha-D-glucofuranoside Chemical group CO[C@H]1O[C@H]([C@H](O)CO)[C@H](O)[C@H]1O ZSQBOIUCEISYSW-GKHCUFPYSA-N 0.000 description 1
- 229920000881 Modified starch Polymers 0.000 description 1
- LUJAXSNNYBCFEE-UHFFFAOYSA-N Quercetin 3,7-dimethyl ether Natural products C=1C(OC)=CC(O)=C(C(C=2OC)=O)C=1OC=2C1=CC=C(O)C(O)=C1 LUJAXSNNYBCFEE-UHFFFAOYSA-N 0.000 description 1
- PUTDIROJWHRSJW-UHFFFAOYSA-N Quercitrin Natural products CC1OC(Oc2cc(cc(O)c2O)C3=CC(=O)c4c(O)cc(O)cc4O3)C(O)C(O)C1O PUTDIROJWHRSJW-UHFFFAOYSA-N 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- OXGUCUVFOIWWQJ-XIMSSLRFSA-N acanthophorin B Natural products O[C@H]1[C@H](O)[C@H](O)[C@H](C)O[C@H]1OC1=C(C=2C=C(O)C(O)=CC=2)OC2=CC(O)=CC(O)=C2C1=O OXGUCUVFOIWWQJ-XIMSSLRFSA-N 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- WQZGKKKJIJFFOK-PHYPRBDBSA-N alpha-D-galactose Chemical compound OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-PHYPRBDBSA-N 0.000 description 1
- 229940089837 amygdalin Drugs 0.000 description 1
- YZLOSXFCSIDECK-UHFFFAOYSA-N amygdalin Natural products OCC1OC(OCC2OC(O)C(O)C(O)C2O)C(O)C(O)C1OC(C#N)c3ccccc3 YZLOSXFCSIDECK-UHFFFAOYSA-N 0.000 description 1
- 229960000271 arbutin Drugs 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000013533 biodegradable additive Substances 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- VSGNNIFQASZAOI-UHFFFAOYSA-L calcium acetate Chemical compound [Ca+2].CC([O-])=O.CC([O-])=O VSGNNIFQASZAOI-UHFFFAOYSA-L 0.000 description 1
- 239000001639 calcium acetate Substances 0.000 description 1
- 235000011092 calcium acetate Nutrition 0.000 description 1
- 229960005147 calcium acetate Drugs 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 235000011148 calcium chloride Nutrition 0.000 description 1
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 description 1
- 239000000292 calcium oxide Substances 0.000 description 1
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 1
- 235000014633 carbohydrates Nutrition 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 238000005341 cation exchange Methods 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- NEHMKBQYUWJMIP-NJFSPNSNSA-N chloro(114C)methane Chemical compound [14CH3]Cl NEHMKBQYUWJMIP-NJFSPNSNSA-N 0.000 description 1
- YTMNONATNXDQJF-UBNZBFALSA-N chrysanthemin Chemical compound [Cl-].O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC1=CC2=C(O)C=C(O)C=C2[O+]=C1C1=CC=C(O)C(O)=C1 YTMNONATNXDQJF-UBNZBFALSA-N 0.000 description 1
- SFLMUHDGSQZDOW-FAOXUISGSA-N coniferin Chemical compound COC1=CC(\C=C\CO)=CC=C1O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 SFLMUHDGSQZDOW-FAOXUISGSA-N 0.000 description 1
- LIOOJQZRNLJKMU-UXXRCYHCSA-N coniferin Natural products OCC=Cc1ccc(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)c(O)c1 LIOOJQZRNLJKMU-UXXRCYHCSA-N 0.000 description 1
- SFLMUHDGSQZDOW-IBEHDNSVSA-N coniferoside Natural products COC1=CC(C=CCO)=CC=C1O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 SFLMUHDGSQZDOW-IBEHDNSVSA-N 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 238000000151 deposition Methods 0.000 description 1
- 229910003460 diamond Inorganic materials 0.000 description 1
- 239000010432 diamond Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- YGHHWSRCTPQFFC-UHFFFAOYSA-N eucalyptosin A Natural products OC1C(O)C(O)C(CO)OC1OC1C(OC(C#N)C=2C=CC=CC=2)OC(CO)C(O)C1O YGHHWSRCTPQFFC-UHFFFAOYSA-N 0.000 description 1
- IKUQEFGEUOOPGY-UHFFFAOYSA-N euoniside Natural products COC1=CC=2C=CC(=O)OC=2C(OC)=C1OC1OC(CO)C(O)C(O)C1O IKUQEFGEUOOPGY-UHFFFAOYSA-N 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 230000004907 flux Effects 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 150000002243 furanoses Chemical class 0.000 description 1
- 150000008195 galaktosides Chemical class 0.000 description 1
- 239000010440 gypsum Substances 0.000 description 1
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- 238000007542 hardness measurement Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- BXFFHSIDQOFMLE-UHFFFAOYSA-N indoxyl sulfate Natural products C1=CC=C2C(OS(=O)(=O)O)=CNC2=C1 BXFFHSIDQOFMLE-UHFFFAOYSA-N 0.000 description 1
- XVARCVCWNFACQC-UHFFFAOYSA-N indoxyl-beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OC1=CNC2=CC=CC=C12 XVARCVCWNFACQC-UHFFFAOYSA-N 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- MYWUZJCMWCOHBA-VIFPVBQESA-N methamphetamine Chemical compound CN[C@@H](C)CC1=CC=CC=C1 MYWUZJCMWCOHBA-VIFPVBQESA-N 0.000 description 1
- HOVAGTYPODGVJG-WLDMJGECSA-N methyl D-glucoside Chemical class COC1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O HOVAGTYPODGVJG-WLDMJGECSA-N 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 238000000643 oven drying Methods 0.000 description 1
- BJRNKVDFDLYUGJ-UHFFFAOYSA-N p-hydroxyphenyl beta-D-alloside Natural products OC1C(O)C(O)C(CO)OC1OC1=CC=C(O)C=C1 BJRNKVDFDLYUGJ-UHFFFAOYSA-N 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
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- 229920000642 polymer Polymers 0.000 description 1
- 235000011056 potassium acetate Nutrition 0.000 description 1
- 239000001103 potassium chloride Substances 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- WFIZEGIEIOHZCP-UHFFFAOYSA-M potassium formate Chemical compound [K+].[O-]C=O WFIZEGIEIOHZCP-UHFFFAOYSA-M 0.000 description 1
- 150000003214 pyranose derivatives Chemical class 0.000 description 1
- OEKUVLQNKPXSOY-UHFFFAOYSA-N quercetin 3-O-beta-D-glucopyranosyl(1->3)-alpha-L-rhamnopyranosyl(1->6)-beta-d-galactopyranoside Natural products OC1C(O)C(C(O)C)OC1OC1=C(C=2C=C(O)C(O)=CC=2)OC2=CC(O)=CC(O)=C2C1=O OEKUVLQNKPXSOY-UHFFFAOYSA-N 0.000 description 1
- QPHXPNUXTNHJOF-UHFFFAOYSA-N quercetin-7-O-beta-L-rhamnopyranoside Natural products OC1C(O)C(O)C(C)OC1OC1=CC(O)=C2C(=O)C(O)=C(C=3C=C(O)C(O)=CC=3)OC2=C1 QPHXPNUXTNHJOF-UHFFFAOYSA-N 0.000 description 1
- OXGUCUVFOIWWQJ-HQBVPOQASA-N quercitrin Chemical compound O[C@@H]1[C@H](O)[C@@H](O)[C@H](C)O[C@H]1OC1=C(C=2C=C(O)C(O)=CC=2)OC2=CC(O)=CC(O)=C2C1=O OXGUCUVFOIWWQJ-HQBVPOQASA-N 0.000 description 1
- 239000011435 rock Substances 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 229910021647 smectite Inorganic materials 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000002195 soluble material Substances 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- DKVBOUDTNWVDEP-NJCHZNEYSA-N teicoplanin aglycone Chemical compound N([C@H](C(N[C@@H](C1=CC(O)=CC(O)=C1C=1C(O)=CC=C2C=1)C(O)=O)=O)[C@H](O)C1=CC=C(C(=C1)Cl)OC=1C=C3C=C(C=1O)OC1=CC=C(C=C1Cl)C[C@H](C(=O)N1)NC([C@H](N)C=4C=C(O5)C(O)=CC=4)=O)C(=O)[C@@H]2NC(=O)[C@@H]3NC(=O)[C@@H]1C1=CC5=CC(O)=C1 DKVBOUDTNWVDEP-NJCHZNEYSA-N 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 239000007762 w/o emulsion Substances 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K8/00—Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
- C09K8/02—Well-drilling compositions
- C09K8/04—Aqueous well-drilling compositions
- C09K8/14—Clay-containing compositions
- C09K8/18—Clay-containing compositions characterised by the organic compounds
- C09K8/20—Natural organic compounds or derivatives thereof, e.g. polysaccharides or lignin derivatives
- C09K8/206—Derivatives of other natural products, e.g. cellulose, starch, sugars
Definitions
- the invention relates to drilling, workover, completion, and wo] 1 servicing fluids and methods to improve the same.
- a drilling fluid usually a compounded fluid made to predetermined physical and chemical properties, is circulated to the bottom of the bore hole, and then back up said bore hole to the surface by passage through the annular space between said drill stem and the wall of said bore hole (or between said drill stem and the wall of the casing where casing has been put in place) .
- the drilling fluid must act as a liquid medium of controlled viscosity for removing cuttings from the bore hole; it must prevent excessive amounts of fluid from flowing from the bore hole into surrounding formations by depositing on the wall of the hole a thin but substantially impervious filter cake; it must possess a gel structure of sufficient strength to hold in suspension solids, particularly during any time the fluid is not circulating; it must serve as a weighting material exerting sufficient pressure to counterbalance any pressure exerted by water, gas, oil, or other fluid from a penetrated formation and to prevent caving or other intrusion into the drill hole.
- the drilling fluid must also serve as a lubricant for the bearings of the drill bit and the cutting surface of the bit teeth, and to reduce frictiona] forces on the drill pipe.
- the present invention is based on the discovery that a biodegradable water soluble alkyl glycoside, when added to an aqueous base drilling fluid, will increase the yield point and/or gel strength of the drilling fluid, decrease the fluid loss of the drilling fluid, decrease the coefficient of friction of the drilling fluid, and/or decrease the aqueous activity and thus the swelling of shales contacted by the drilling fluid, depending upon the concentration of the alkyl glycoside incorporated into the fluid.
- an object of this invention to provide a method of (a) increasing the yield point or gel strength of an aqueous base drilling fluid, (b) decreasing the fluid loss of an aqueous base drilling fluid, (c) decreasing the coefficient of friction of an aqueous base drilling fluid, (d) and/or decreasing the aqueous activity of an aqueous base drilling fluid and thus decreasing the swelling of shales contacted by an aqueous base drilling fluid, which comprises adding to the fluid an amount of alkyl glycoside sufficient to effect such increase or decrease.
- the invention provides a fluid selected from the group consisting of drilling fluids, completion fluids, workover fluids, and well working fluids having incorporated therein an alkyl glycoside as hereinafter defined.
- compositions can comprise, consist essentially of, or consist of the stated materials.
- the method can comprise, consist essentially of, or consist of the stated steps with the stated materials.
- the drilling fluid of the present invention contains an aqueous phase which may be either fresh water, a brine, sea water, or any combination thereof.
- the brine if used, may be a naturally occurring brine or a manufactured brine obtained by the dissolution of one or more water soluble salts in water, a brine, sea water, or mixtures thereof.
- Suitable water soluble salts include sodium chloride, potassium chloride, calcium chloride, sodium acetate, potassium acetate, calcium acetate, potassium formate, and the like, and mixtures thereof.
- glycoside is applied to a type of compound in which a sugar (reducing saccharide) is combined through its reducing group with an organic substance containing an alcoholic hydroxyl group, such as phenol or an alcohol.
- a sugar reducing saccharide
- an organic substance containing an alcoholic hydroxyl group such as phenol or an alcohol.
- glycosides occur naturally in plants and animals and were originally isolated from such sources. Some of these naturally occurring glycosides are the familiar and exotic sounding coniferin, ⁇ alicin, amygdalin, arbutin, hesperid n, quercitrin, indican, delphinin, and chrysanthemin.
- the sugar portion of most naturally occurring glycosides is glucose and, accordingly, these glycosides are known specifically as glucosides.
- glycosides are specifically designed as galactosides.
- aglycon a phenol or alcohol
- the compound is known, respectively, as an aryl glycoside or an alkyl glycoside.
- aryl glucoside known as phony] glucoside.
- the glycoside arising from the combination of methanol and glucose is the alkyl glycoside, methyl glucoside.
- a glycoside is the compound resulting from the exchange of an organic radical (aryl, alkyl, etc.) for the hydrogen of the he iacetal hydroxyl group (that attached to carbon (3) m formula I of a cyclic form of a reducing sugar.
- V Methyl ⁇ -D-glucofuranoside
- alkyl ⁇ -D-glycoside and alkyl ⁇ -D-glycoside are used when referring to glycosides having the specific ⁇ - or ⁇ - rotation of the alkyl group.
- methyl ⁇ -D-glycoside includes the isomers methyl ⁇ -D-pyranoside and methyl ⁇ - D-furanoside
- methyl ⁇ -D-glucoside includes the isomers methyl ⁇ -D-pyranoside and methyl ⁇ -D-furanoside
- the alkyl glycosides for the purpose of this invention are water soluble.
- the alkyl radical may contain from one to four carbon atoms, i.e., the alkyl radical may be selected from the group consisting of methyl, ethyl, n-propyl , iso-propyl, n-butyl, iso-butyl, sec-butyl, t-butyl , and mixtures thereof.
- the preferred alkyl radical is methyl or ethyl, most preferably methyl.
- the preferred glycosides are methyl glucoside and ethyl glucoside, most preferably methyl glucoside.
- An alkyl glycoside as used herein is defined as a material which contains from 1 to 5 units of a sugar source, such as glucose, and an alky] radical, or substituted alkyl radical , containing 1 to 4 carbon atoms. If the glycoside contains 2 or more units of glucose, e.g., a polymer, then the material may be referred to as a polyglucoside. If the glycoside contains 2 units of glucose, then the material may be referred to as a glucoside or a polyglucoside having a degree of polymerization (D.P.) of 2. The D.P. value is normally stated as an average insofar as a mixture of glycosides having different degrees of polymerization will normally be obtained. Preferably the D.P.
- glycosides herein is from 1.0 to about 5, more preferably from 1.0 to 3.0.
- glycoside also embraces ether derivatives of glycosides such as the methyl, ethylene oxide and propylene oxide adduct ⁇ , provided the number of moles of methyl chloride, ethylene oxide and/or propylene oxide reacted per mole of the reducing sugar monomer does not render the glycoside water insoluble.
- the alkyl glucoside will have the empirical formula
- a water soluble alkyl glycoside preferably methyl glucoside
- an aqueous base drilling fluid in an amount of about: (1) 3% by weight or more will increase the yield point or gel strength of the drilling fluid; (2) 5 by weight or more will decrease the fluid loss of the drilling fluid; (3) 15% by weight or more will decrease the coefficient of friction of the drilling fluid; and (4) 35% by weight or more of the liquid phase of the drilling fluid will decrease the aqueous activity of the drilling fluid and thus decrease the swelling of shale contacted by the drilling fluid.
- an increase in the yield point of a drilling fluid will increase the cuttings carrying capacity of the drilling fluid, all other variables affecting the cuttings carrying capacity being unchanged.
- an increase in the gel strength of a drilling fluid will increase the capacity of the drilling fluid to maintain the cuttings in suspension when the drilling fluid is not being circulated. Thus it is often desirable to increase the yield point or gel strength of the drilling fluid.
- a biodegradabl water soluble alkyl glycoside in an amount of about 3% or more by weight of the drilling fluid, preferably at least about 8% by weight, will increase the yield point and/or gel strength of the drilling fluid.
- one or more additives may be added to a drilling fluid to decrease the fluid loss of the drilling fluid.
- the addition of the water soluble alkyl glycoside in an amount of 5% by weight or more of the drilling fluid, preferably at least about 10% by weight, will decrease the API fluid loss of the drilling fluid.
- various materials to aqueous base drilling fluids to increase the lubricity of the drilling fluids.
- the addition of about 15% by weight of the drilling fluid, or more, of the water soluble alkyl glycoside will lower the coefficient of friction of the drilling fluid appreciably, hence increasing the lubricity of the drilling fluid.
- the drilling fluid it is particularly preferred to add suffi ient water soluble alkyl glycoside to the drilling fluid to decrease the aqueous activity of the drilling fluid and thus decrease the swelling and/or dispersion of shales contacted by the drilling fluid.
- the aqueous activity of the aqueous phase of an invert water-in-oil emulsion drilling fluid can be decreased by dissolving a water soluble salt therein.
- the aqueous activity of the oil base mud can be adjusted such that no water will transfer, by osmosis, to shale formations contacted by the drilling fluid.
- the aqueous activity can be adjusted to draw water out of the shale formations and into the invert emulsion mud.
- Shale swelling occurs when water is imbibed by the shale. While the aqueous activity of aqueous (water) base muds may be decreased by dissolving water soluble salts and polar organic compounds therein, in the absence of a semi-permeable membrane enveloping the shale, water will transfer to a swelling shale contacted by the mud and swelling of the shale will occur.
- the liquid phase of the drilling fluid will preferably contain at least about 35% by weight alkyl glycoside solubilized therein, preferably from about 35% to about 65%, and most preferably from about 45% to about 60%.
- the term "liquid phase” when used in this specification and the claims is defined as the combined water and the soluble materials, such as saLts, bases, and the alkyl glycoside, dissolved therein.
- the concentration of the alkyl glycoside required to decrease the aqueous activity of the drilling fluid and thus decrease the swelling of shales contacted by the fluid may be decreased by adding to the aqueous base fluid water soluble salts.
- the combination of a water soluble salt and the water soluble alky3 glycoside synergistically reduces the activity of the aqueous base fluid.
- the liquid phase of the drilling fluid can be used as the internal phase of a water-in-oil invert emulsion drilling fluid.
- the aqueous activity of the aqueous phase of an invert emulsion drilling fluid can be decreased by incorporating an alkyl glycoside, preferably methyl glucoside, therein.
- the drilling fluids of this invention in addition to the aqueous phase, will contain other materials known in the drilling fluid art to provide aqueous base drilling fluids with certain desired characteristics.
- the drilling fluid may contain weighting agents, viscosifiers , fluid loss reducing additives, rheological modifying additives (so-called “thinners” ) , emulsifiers, seepage loss control additives, lubricity additives, defoamers, pH control additives, and the like, including materials known to inhibit shale cuttings hydration and/or dispersion, all of such materials being solubilized, suspended, or dispersed in the drilling fluid.
- the preferred drilling fluids of this invention will contain a basic material to impart, a pH of at least about 8.5 to the drilling fluid, preferably a pH from about 9 to about 12.
- the basic material is preferably sodium hydroxide or potassium hydroxide, most preferably potassium hydroxide.
- Other bases such as calcium oxide, calciurn hydroxid , magnesium oxide, sodium carbonate, and the like may be used in a properly formulated drilling fluid.
- the drilling fluids of this invention containing an alkyl glycoside have enhanced thermal stability as compared to drilling fluids containing the unmodified sugar, i.e., glucose, galactose, sucrose, and the like.
- the drilling fluid is circulated within the borehole while drilling.
- the temperature of the subterranean formations contacted by the borehole is greater than the ambient surface temperature, the drilling fluid temperature will increase accordingly.
- reactions within the drilling fluid may occur, depending upon its composition, which decreases the pH of the drilling fluid.
- periodic additions of a base are required to maintain the desired pH.
- an aqueous solution of the alkyl glucoside and the base for addition of the drilling fluid.
- aqueous solution comprises from about 50% to about 85% by weight alkyl glucoside and at least about 2% by weight alkali metal hydroxide.
- the aqueous solution comprises from about 55% to about 80% alkyl glucoside and from about 2.5% to about 10% by weight alkali metal hydroxide, most preferably from about 60% to about 80% by weight alkyl glucoside and from about 2.5% to about 5% alkali metal hydroxide.
- alkali metal hydroxide most preferably from about 60% to about 80% by weight alkyl glucoside and from about 2.5% to about 5% alkali metal hydroxide.
- API American Petroleum Institute
- cp centipoise
- °C degrees Centrigrade
- °F degrees Fahrenheit
- % percent
- cc cubic centimeters
- cm centimeter
- 1 liter
- sec seconds
- ft feet
- in minute
- psi pounds per square inch
- kg/nr kilograms per cubic meter
- g grams; lb/300
- methyl glucoside used in the examples contained from about 45% to about 55% by weight of methyl ⁇ -D-glucoside and from about 45% to about 55% by weight of methyl ⁇ -D-glucoside. About 94% by weight of the methyl glucoside are the methyl glucopyranoside isomers and about 6% by weight are the methyl glycofuranoside isomers. All drilling fluid data were obtained utilizing the procedures set forth in
- a methyl glucoside solution was prepared which contained 70% by weight methyl glucoside and 3.3% by weight potassium hydroxide. Drilling fluids were
- Base Mud 12.5 ppb Prehydrated API Grade Bentonite and 0.5 ppb KOII in. Fresh Water. Muds hot rolled at 150°F for 4 hours .
- a methyl glucoside solution was prepared which contained 68% by weight methyl glucoside and 2.25% by weight potassium hydroxide.
- Drilling fluids were prepared in fresh water containing the amounts of this methyl glucoside solution, XCD xanthan gum, FLOPLEX crosslinked carboxymethyl starch, DEXTRID pre-gelatinized starch, and barite set forth in Table 2A.
- the drilling fluids were hot-rolled at 150°F (65.5°C) for 16 hours, cooled to room temperature, and the APT fluid loss and the coefficient of friction obtained. The data are given in Table 2B.
- aqueous methyl glucoside solution was prepared containing 70.0% by weight methyl glucoside and 2.7% by weight potassium hydroxide. 2748 grams of this methyl glucoside solution were mixed with 737 grams of a prehydrated API grade bentonite slurry containing 0.13% by weight bentonite for 30 minutes. Thereafter, 16 grams of DEXTRID ® brand pregelatinized potato starch were added as a fluid loss control additive and the drilling fluid sample mixed an additional 60 minutes.
- this drilling fluid contained 975.8 kg/m of the methyl glucoside solution (683 kg/rrr of methyl glucoside, 26.3 kg/m 3 potassium hydroxide) , 21.3 kg/m 3 bentonite, and 5.7 kg/m 3 DEXTRID ® .
- This drilling fluid sample was split into 350 cc aliquots, and to separate aliquot samples there were added either 28.6 kg/ ⁇ r sodium chloride or 14.3 kg/rn gypsum. The samples were hot rolled at 150°F for 16 hours and certain properties obtained as indicated in Table 3.
- the aqueous activities set forth in Table 3 were obtained with a Digital Thermo-Hygrometer Model 880 (General Eastern) using the procedure in API RP 130-2.
- a drilling fluid weighted to 1632.7 kg/ ⁇ r with API grade bentonite was prepared as above containing 583.8 kg/m 3 methyl glucoside, 22.6 kg/m 3 KOI1, 18.3 kg/m 3 Ari grade bentonite clay, 5.7 kg/m 3 DEXTRID fluid loss control additive, and 586 kg/ ⁇ r barite. This base drilling fluid was treated and evaluated as indicated above. The data obtained are given in Table 3.
- Example 4 Two drilling fluids were prepared in fresh water containing 1 ppb (2.85 kg/ ⁇ r) xanthan gum, 2.5 ppb (7.1 kg/m ) crosslinked carboxymethyl starch, 1 ppb (2.85 kg/m ) pre-gelatinized potato starch, and either 53% of methyl glucoside, based on the weight of the liquid phase, or 44% methyl glucoside, based on the weight of the liquid phase, respectively. These concentrations of methyl glucoside produced drilling fluids having aqueous activities of 0.84 and 0.88 respectively.
- the drilling fluids also contained 20 lb/bbl (57 kg/m 3 ) of Pierre shale to simulate drilled solids and were weighted to 12 lb/g L (1440 kg/m 3 ) with barite.
- Each of the drilling fluids were tested using the DSC to subject the shale specimen to the temperature and pressures estimated for the in-situ shale.
- the shale was drilled at a controlled rate to avoid mechanical damage. Mud was then circulated through the annulus between the drill pipe and borehole surface for 72 hours while measuring liquid drained or pumped in at the periphery of the shale. At the end of the test, pressures and temperature were reduced to ambient conditions. The shale specimen was immediately cut vertically using a dry-cut diamond saw. Durometer penetrometer hardness measurements were than made at increments of 0.25, 1 and 2 inches away from the borehole surface. Samples of the shale were taken from the same locations for testing. Moisture contents were measured by oven drying overnight at 200°F. An electrohygrometer was used to measure aqueous-phase activities following procedures given in API RP 13B-2.
- the fluid activity required to balance the total aqueous potential created by a 400 psi hydraulic differential and a shale activity of 0.92 should be about 0.88 if a near-perfect sernipermeable membrane is established.
- the DSC test indicates that a methyl glucoside mud with 0.88 activity established the desired membrane and provided borehole stability. There was no shale pore pressure build-up and only a minute quantity of water was extracted from the shale. The data indicate that methyl glucoside replaced some water in the shale near the borehole surface, with a corresponding reduction in moisture and activity and a slight, decrease in hardness.
- the borehole was gauge with teeth marks of the bit still visible.
Landscapes
- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Saccharide Compounds (AREA)
- Steering Control In Accordance With Driving Conditions (AREA)
- Lubricants (AREA)
- Materials For Medical Uses (AREA)
- Medicinal Preparation (AREA)
- Excavating Of Shafts Or Tunnels (AREA)
- Treatment Of Sludge (AREA)
- Curing Cements, Concrete, And Artificial Stone (AREA)
- Detergent Compositions (AREA)
- Earth Drilling (AREA)
Abstract
Description
Claims
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US996583 | 1992-12-24 | ||
US07/996,583 US5403820A (en) | 1992-12-24 | 1992-12-24 | Environmentally safe water base drilling fluid |
PCT/US1993/010809 WO1994014919A1 (en) | 1992-12-24 | 1993-11-09 | Environmentally safe drilling fluid |
Publications (3)
Publication Number | Publication Date |
---|---|
EP0675936A1 true EP0675936A1 (en) | 1995-10-11 |
EP0675936A4 EP0675936A4 (en) | 1995-12-06 |
EP0675936B1 EP0675936B1 (en) | 2000-01-26 |
Family
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Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP94903247A Expired - Lifetime EP0675936B1 (en) | 1992-12-24 | 1993-11-09 | Environmentally safe drilling fluid |
Country Status (15)
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US (1) | US5403820A (en) |
EP (1) | EP0675936B1 (en) |
CN (1) | CN1045787C (en) |
AT (1) | ATE189254T1 (en) |
AU (1) | AU5726194A (en) |
BR (1) | BR9307777A (en) |
CA (1) | CA2152483C (en) |
DE (1) | DE69327729T2 (en) |
DK (1) | DK0675936T3 (en) |
DZ (1) | DZ1742A1 (en) |
MY (1) | MY115141A (en) |
NO (1) | NO952480L (en) |
PT (1) | PT675936E (en) |
TN (1) | TNSN93137A1 (en) |
WO (1) | WO1994014919A1 (en) |
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US5710107A (en) * | 1993-11-09 | 1998-01-20 | O'brien-Goins-Simpson & Associates | Environmentally safe drilling fluid |
EP0702073A1 (en) * | 1994-09-19 | 1996-03-20 | Baker Hughes Incorporated | Shale stabilising drilling fluid employing saccharide derivatives |
US5602082A (en) * | 1994-12-23 | 1997-02-11 | Shell Oil Company | Efficiency of ethoxylated/propoxylated polyols with other additives to remove water from shale |
GB2319047B (en) * | 1995-08-17 | 1999-12-01 | Sofitech Nv | Drilling fluid |
GB2304354A (en) * | 1995-08-17 | 1997-03-19 | Sofitech Nv | Drilling fluid |
IT1276156B1 (en) * | 1995-11-22 | 1997-10-27 | Lamberti Spa | FLUIDS PER WELL |
US6806233B2 (en) * | 1996-08-02 | 2004-10-19 | M-I Llc | Methods of using reversible phase oil based drilling fluid |
US6589917B2 (en) | 1996-08-02 | 2003-07-08 | M-I Llc | Invert emulsion drilling fluids and muds having negative alkalinity and elastomer compatibility |
US6218342B1 (en) * | 1996-08-02 | 2001-04-17 | M-I Llc | Oil-based drilling fluid |
US5888944A (en) * | 1996-08-02 | 1999-03-30 | Mi L.L.C. | Oil-based drilling fluid |
US5905061A (en) * | 1996-08-02 | 1999-05-18 | Patel; Avind D. | Invert emulsion fluids suitable for drilling |
US6022833A (en) * | 1996-10-30 | 2000-02-08 | Henkel Kommanditgesellschaft Auf Aktien | Multicomponent mixtures for use in geological exploration |
TW354352B (en) * | 1996-10-30 | 1999-03-11 | Henkel Kgaa | A process for easier cleaning on the basis of water/oil inversion emulifier |
US5909779A (en) * | 1997-08-19 | 1999-06-08 | M-I L.L.C. | Oil-based drilling fluids suitable for drilling in the presence of acidic gases |
US6405809B2 (en) | 1998-01-08 | 2002-06-18 | M-I Llc | Conductive medium for openhold logging and logging while drilling |
US6793025B2 (en) * | 1998-01-08 | 2004-09-21 | M-I L. L. C. | Double emulsion based drilling fluids |
WO2000043465A1 (en) * | 1999-01-26 | 2000-07-27 | Kenney Norman P | Water based deep water drilling fluid |
MY128297A (en) * | 2000-04-19 | 2007-01-31 | Shell Int Research | Drilling mud |
US6518223B2 (en) | 2000-08-14 | 2003-02-11 | Grain Processing Corporation | Drilling fluid, apparatus, and method |
US7018955B2 (en) * | 2000-08-14 | 2006-03-28 | Grain Processing Corporation | Drilling fluid, apparatus, and method |
US6828279B2 (en) | 2001-08-10 | 2004-12-07 | M-I Llc | Biodegradable surfactant for invert emulsion drilling fluid |
US7351680B2 (en) * | 2001-09-19 | 2008-04-01 | Hayes James R | High performance water-based mud system |
WO2004020546A1 (en) * | 2002-08-28 | 2004-03-11 | Grain Processing Corporation | Drilling fluid, apparatus, and method |
US7879767B2 (en) * | 2004-06-03 | 2011-02-01 | Baker Hughes Incorporated | Additives for hydrate inhibition in fluids gelled with viscoelastic surfactants |
CN1309799C (en) * | 2004-08-11 | 2007-04-11 | 中国石油化工股份有限公司 | Low foamability drilling fluid and its preparation method |
US7178610B2 (en) * | 2004-08-11 | 2007-02-20 | Halliburton Energy Services, Inc. | Subterranean treatment fluids comprising polyoxazoline compositions and methods of use in subterranean formations |
US20090308599A1 (en) * | 2008-06-13 | 2009-12-17 | Halliburton Energy Services, Inc. | Method of enhancing treatment fluid placement in shale, clay, and/or coal bed formations |
WO2012110539A1 (en) * | 2011-02-16 | 2012-08-23 | Wintershall Holding GmbH | Method for extracting crude oil from crude oil reservoirs with a high reservoir temperature |
US9725641B2 (en) | 2012-03-29 | 2017-08-08 | Axel R. Johnson | Methods fluids by producing and employing oil and gas well drilling and completion fluids as well as hydraulic fracturing fluids employing triglyceride processing by products and propylene glycol recovered from aircraft deicing operations |
US10676664B2 (en) | 2012-03-29 | 2020-06-09 | Axel R. Johnson | Increased availability and reduced costs for viscoelastic surfactants used in hydrofracturing fluids |
CN103694283B (en) * | 2012-09-28 | 2015-12-16 | 中国石油化工股份有限公司 | A kind of drilling fluid Ethyl glucoside sulfonate and preparation method thereof |
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-
1992
- 1992-12-24 US US07/996,583 patent/US5403820A/en not_active Expired - Lifetime
-
1993
- 1993-11-09 AT AT94903247T patent/ATE189254T1/en not_active IP Right Cessation
- 1993-11-09 DK DK94903247T patent/DK0675936T3/en active
- 1993-11-09 WO PCT/US1993/010809 patent/WO1994014919A1/en active IP Right Grant
- 1993-11-09 PT PT94903247T patent/PT675936E/en unknown
- 1993-11-09 CA CA002152483A patent/CA2152483C/en not_active Expired - Lifetime
- 1993-11-09 BR BR9307777A patent/BR9307777A/en not_active IP Right Cessation
- 1993-11-09 DE DE69327729T patent/DE69327729T2/en not_active Expired - Fee Related
- 1993-11-09 AU AU57261/94A patent/AU5726194A/en not_active Abandoned
- 1993-11-09 EP EP94903247A patent/EP0675936B1/en not_active Expired - Lifetime
- 1993-12-20 MY MYPI93002761A patent/MY115141A/en unknown
- 1993-12-22 DZ DZ930140A patent/DZ1742A1/en active
- 1993-12-22 CN CN93112971A patent/CN1045787C/en not_active Expired - Fee Related
- 1993-12-23 TN TNTNSN93137A patent/TNSN93137A1/en unknown
-
1995
- 1995-06-21 NO NO952480A patent/NO952480L/en not_active Application Discontinuation
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Also Published As
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DE69327729D1 (en) | 2000-03-02 |
CN1045787C (en) | 1999-10-20 |
WO1994014919A1 (en) | 1994-07-07 |
NO952480L (en) | 1995-08-23 |
CA2152483A1 (en) | 1994-07-07 |
US5403820A (en) | 1995-04-04 |
CN1089296A (en) | 1994-07-13 |
MY115141A (en) | 2003-04-30 |
AU5726194A (en) | 1994-07-19 |
TNSN93137A1 (en) | 1994-03-17 |
CA2152483C (en) | 2002-03-12 |
EP0675936B1 (en) | 2000-01-26 |
PT675936E (en) | 2000-04-28 |
EP0675936A4 (en) | 1995-12-06 |
ATE189254T1 (en) | 2000-02-15 |
DZ1742A1 (en) | 2002-02-17 |
BR9307777A (en) | 1995-10-31 |
DE69327729T2 (en) | 2000-09-28 |
DK0675936T3 (en) | 2000-04-17 |
NO952480D0 (en) | 1995-06-21 |
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